N-[(1R)-2-hydroxy-1-phenylethyl]-5-(pyridin-3-yl)thiophene-3-carboxamide

ID: ALA5284552

Max Phase: Preclinical

Molecular Formula: C18H16N2O2S

Molecular Weight: 324.41

Names and Identifiers

Canonical SMILES:  O=C(N[C@@H](CO)c1ccccc1)c1csc(-c2cccnc2)c1

Standard InChI:  InChI=1S/C18H16N2O2S/c21-11-16(13-5-2-1-3-6-13)20-18(22)15-9-17(23-12-15)14-7-4-8-19-10-14/h1-10,12,16,21H,11H2,(H,20,22)/t16-/m0/s1

Standard InChI Key:  PPAUMBBKNQXUME-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    2.5562    2.5541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    2.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    2.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1297    1.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    1.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5562    1.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398    0.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    0.0798    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3690   -0.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5676   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2354   -0.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -1.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5676   -2.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298   -1.5372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0827   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9079   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298   -2.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1549   -2.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3208   -2.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1435   -2.9656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5562   -2.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470   -1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3223   -1.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  5  7  1  0
  8  7  1  0
  8  9  1  0
  9 10  2  0
 11 10  1  0
  7 11  2  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  1
 17 18  1  0
 19 16  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 16 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284552

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.41

Molecular Weight (Monoisotopic): 324.0932

AlogP: 3.27

#Rotatable Bonds: 5

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.43

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -1.14

References

1. Tanaka Y, Kurasawa O, Yokota A, Klein MG, Saito B, Matsumoto S, Okaniwa M, Ambrus-Aikelin G, Uchiyama N, Morishita D, Kimura H, Imamura S..  (2020)  New Series of Potent Allosteric Inhibitors of Deoxyhypusine Synthase.,  11  (8.0): [PMID:34345355] [10.1021/acsmedchemlett.0c00331]

Source

Source(1):

• Scientific Literature